Correction to “Total Synthesis of Natural Hyacinthacine C5 and Six Related Hyacinthacine C5 Epimers”
نویسندگان
چکیده
منابع مشابه
Synthesis of hyacinthacine B3 and purported hyacinthacine B7.
The synthesis of hyacinthacines B(3) and B(7) has confirmed the structure of the former alkaloid and shown that the structure of the latter is incorrect.
متن کاملTotal synthesis of hyacinthacines B₃, B₄, and B₅ and purported hyacinthacine B₇, 7-epi-hyacinthacine B₇, and 7a-epi-hyacinthacine B₃ from a common precursor.
The total synthesis of hyacinthacines B3, B4, and B5 and purported hyacinthacine B7, 7-epi-hyacinthacine B7, and 7a-epi-hyacinthacine B3 from a common anti-1,2-amino alcohol precursor is described. These syntheses confirmed that the proposed structures and absolute configurations of hyacinthacines B3, B4, and B5 were correct and disclosed that the proposed structure of hyacinthacine B7 was inco...
متن کاملTotal Synthesis of Hyacinthacine A2: Stereocontrolled 5-aza-cyclooctene Photoisomerization and Transannular Hydroamination with Planar-to-Point Chirality Transfer.
The total synthesis of hyacinthacine A2 is reported via a novel transannular hydroamination in which planar chirality of a 5-aza-trans-cyclooctene precursor is transferred to point chirality in the product. Key to the success of this strategy was the development of a method for establishing absolute planar chirality via stereocontrolled photoisomerization of a 5-aza-cis-cyclooctene. This was ac...
متن کاملApproach to the hyacinthacines: first non-chiral pool synthesis of (+)-hyacinthacine A1.
The first non-chiral pool total synthesis of (+)-hyacinthacine A(1) is described. This synthesis is based on an effective [2 + 2] cycloaddition of dichloroketene to a Stericol-based enol ether, a diastereoselective dihydroxylation, and an efficient Tamao-Fleming oxidation.
متن کاملChirality extension of an oxazine building block en route to total syntheses of (+)-hyacinthacine A2 and sphingofungin B.
Concise and stereocontrolled syntheses of (+)-hyacinthacine A2 and sphingofungin B were achieved via a diastereomerically enriched oxazine intermediate. The key strategies include palladium(0)-catalyzed intramolecular oxazine formation and diastereoselective nucleophilic addition to an aldehyde. (+)-Hyacinthacine A2 was synthesized in 13 steps and 10.2% overall yield and the synthesis of sphing...
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ژورنال
عنوان ژورنال: The Journal of Organic Chemistry
سال: 2020
ISSN: 0022-3263,1520-6904
DOI: 10.1021/acs.joc.0c00855